Photo by Stills 'n' stories

Find hotels in Windward Side from AED 447

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Compare 26 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Saba Arawak Hotel

3.0 star property
Windward Side
8.4 out of 10, Very Good, (73)
"Room was cleaned everyday and the staff I met was very courteous. Thanks Saba Arawak Hotel"
United States
Velmarie
Saba Arawak Hotel

El Momo Cottages

3.0 star property
Windward Side
8.6 out of 10, Excellent, (55)
"Was exactly as described, remote location with lots of stairs - well worth the walk, scenery was beautiful."
Canada
Georgina
The price is AED 419
AED 447 total
includes taxes & fees
6 Dec - 7 Dec
El Momo Cottages

The Old Gin House

3.0 star property
Oranjestad
8.2 out of 10, Very Good, (53)
"Spacious room with a fabulous view. Friendly staff, convenient location. "
United States
Rosalynn
The price is AED 661
AED 707 total
includes taxes & fees
7 Dec - 8 Dec
The Old Gin House

Talk of the Town Inn & Suites

3.0 star property
Oranjestad
9.0 out of 10, Wonderful, (11)
"pleasant & enjoyable, clean."
United States
Donovan
The price is AED 499
AED 535 total
includes taxes & fees
5 Dec - 6 Dec
Talk of the Town Inn & Suites

Quill Gardens Boutique Hotel

4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (22)
"It was great time to stay with comfortable "
American Samoa
YONG
Quill Gardens Boutique Hotel

Palm Spring Inn

3.0 star property
Oranjestad
8.6 out of 10, Excellent, (14)
"Great place lovely staff"
United States
Dameon
The price is AED 422
AED 469 total
includes taxes & fees
17 Dec - 18 Dec
Palm Spring Inn

Barrel House St. Eustatius

3.0 star property
Oranjestad
8.0 out of 10, Very Good, (1)
"Ce n’est pas un hĂŽtel, comme indiquĂ© sur ExpĂ©dia : pas de rĂ©ception, pas de piscine, mais une simple maison. La propriĂ©taire a « manquĂ© notre rĂ©servation » : donc logement pas prĂ©parĂ© Ă  notre arrivĂ©e. Puis elle parle de vĂ©rifier si nous avons rĂ©servĂ© la formule avec petit dĂ©jeuner, alors qu’Expedia affiche que le petit dĂ©jeuner est compris
 A noter aussi que la terrasse devant la maison ( cĂŽtĂ© mer) est celle du restaurant voisin."
France
Valérie
Barrel House St. Eustatius
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Windward Side attractions

Learn more about Windward Side

Colorful cottages with red roofs dot this charming village where hikers begin their ascent of Mount Scenery. Grab a meal at Scout's Place after exploring the Saba Conservation Foundation's trail network that winds through cloud forests.

The beautiful island of Saba
Photo by Stills 'n' stories
Open Photo by Stills 'n' stories

Top Windward Side Hotel Reviews

More cheap stays in Windward Side

Welcome To Casa Sabean, a Paradise in Paramira! 4 Bedroom with Pool

Welcome To Casa Sabean, a Paradise in Paramira! 4 Bedroom with Pool

Oranjestad

Hotels in Windward Side with star-rating

Find out more about Windward Side

Top reasons to visit Windward Side

  • Outdoor Adventures: Windward Side is perfect for hiking, diving, and thrilling activities like kite surfing and canoe tours.
  • Stunning Scenery: Enjoy breathtaking cliffside views and sandy beaches that cater to both adventure seekers and beach lovers.
  • Cultural Exploration: Discover historical museums, local galleries, and charming neighborhoods that reflect the area's vibrant culture.
  • Relaxing Atmosphere: Experience a warm, sunny climate ideal for unwinding amidst scenic beauty and tranquility.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to unique winery-themed stays for a personalized vacation experience.

Find great hotels in and around Windward Side

Discover a variety of charming accommodations in Windward Side, from cozy bed & breakfasts to welcoming hotels. Whether you seek a beach getaway, a business-friendly environment, or a unique winery-themed experience, you'll find options that cater to your needs. Enjoy amenities like a majestic lobby and a friendly interface, ensuring a pleasant stay. Explore the allure of a cottage club hotel for a more intimate and relaxing escape.

  • Saba Arawak Hotel: Positioned in the heart of Windward Side, Saba Arawak Hotel is a 3-star lodging that caters to adventure seekers and business travelers alike. The hotel boasts a range of exhilarating activities, inviting guests to immerse themselves in the natural beauty of Saba. From nearby fishing and snorkeling to hiking, biking, sailing, and cave exploring, the hotel’s adventure sports options ensure a thrilling stay. Guests appreciate the friendly atmosphere and a dedicated staff eager to assist with planning excursions.
  • El Momo Cottages: A cozy guesthouse nestled in Windward Side, El Momo Cottages is the ideal retreat for pet lovers seeking a vacation experience that accommodates their furry friends. With a pet-friendly policy and amenities that allow pets free of charge, guests can enjoy a relaxing stay without leaving their companions behind. The tranquil surroundings and charming cottages provide a homey feel, making it a popular choice for families and couples looking for a peaceful getaway.
  • The Old Gin House: Located just 30.6km away from Windward Side, The Old Gin House is a delightful 3-star hotel that offers guests direct access to the beach. This property is perfect for those yearning for a sun-soaked escape by the sea. Guests can indulge in stunning ocean views, relax on the sandy shores, and enjoy a variety of water activities. The hotel's rustic charm combined with modern comforts creates an inviting atmosphere, making it a favorite among beach enthusiasts.

Where to stay near Windward Side

Windward Side offers a stunning blend of sandy beaches and breathtaking cliffside views, perfect for outdoor enthusiasts and beach lovers alike. With its warm, sunny climate and changeable weather, you can enjoy a relaxing atmosphere amidst the scenic beauty. Explore nearby neighborhoods for a taste of history and romance, making your vacation an unforgettable experience filled with luxury and tranquility.

  • Oranjestad: Located 30.6km from Windward Side, Oranjestad is a vibrant city known for its stunning beaches and outdoor activities. The travel experience here is enriched by the scenic views and recreational opportunities, attracting visitors year-round, with peaks in January, February, and November. Golf enthusiasts will appreciate the local golf courses and resorts, while the city's history museum offers a glimpse into the rich culture of the area. Nearby landmarks include beautiful beaches and a picturesque bay, making Oranjestad a perfect spot for relaxation and exploration.
  • The Bottom: Just 1.6km from Windward Side, The Bottom is a charming city that offers a moderately seasonal travel experience. Visitors are drawn to its beautiful beaches and inviting outdoor spaces, peaking in popularity during January, April, and September. The Bottom is ideal for those who enjoy golfing and hiking, with stunning trails that showcase the island's natural beauty. Highlights include the local nudist beach, providing a unique sunbathing experience, and the scenic bay that invites leisurely strolls and picturesque views.
  • Hell's Gate: Located a mere 1.4km from Windward Side, Hell's Gate is a delightful area that promises a laid-back beach experience. The travel scene here is consistently appealing, with visitor numbers peaking in January, February, and November. Hell's Gate is perfect for sunbathers and nature lovers alike, with its inviting beaches and lush surroundings. This tranquil spot is ideal for those looking to unwind and connect with nature, making it a must-visit during your stay.

Things to do in Windward Side

Windward Side offers a perfect blend of beach relaxation and outdoor adventure, making it ideal for vacationers. Popular activities include hiking, diving, and educational tours. Don’t miss out on thrilling experiences like kite surfing, canoe tours, island hopping, day snorkeling, and scenic drives to fully enjoy the stunning landscapes and vibrant culture of the area.

Shopping

In Windward Side, explore local shops like The Saba Store for unique souvenirs and the charming Windward Side Market for handmade crafts. If you're up for a drive, visit the larger shops in Philipsburg, about 19.3km away, for a wider selection of gifts and local products.

Recreation

Windward Side offers the tranquil Saba Spa, where you can indulge in rejuvenating massages and holistic treatments surrounded by lush landscapes. For outdoor enthusiasts, explore the hiking trails of Mount Scenery, providing breathtaking views and a refreshing connection to nature.

Adventure

Explore the lush trails of Mount Scenery, the highest point in Saba, for breathtaking panoramic views. Dive into the crystal-clear waters of the Caribbean at the nearby reefs, perfect for snorkeling and scuba diving adventures among vibrant marine life.

Nightlife

Experience the vibrant nightlife at The Bottom Bar, where you can enjoy cocktails and mingle with locals. For a cozy atmosphere, visit Scout's Place for live music and hearty meals. Don't miss the lively scene at The Windward Side, perfect for dancing and socializing with fellow travelers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windward Side

To save money on your trip to Windward Side, plan your visit during the cheaper months of May or September to October, and book your hotel about a month in advance for the best prices. Consider traveling on Thursdays, the least expensive day for accommodations. Use Expedia's search tool to filter hotels by budget and eco-certification, and take advantage of package deals that combine flights, hotels, and activities. Don't forget to check for last-minute deals if you're spontaneous, as indicated by green labels on Expedia.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windward Side are May and September to October, where the prices are slightly lower. This is in comparison to February and November to December, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Windward Side about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windward Side is Thursday. The most expensive day to stay in Windward Side is Tuesday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Windward Side hotel stay with your flights and activities through an Expedia package deal.

Find the best attractions in and around Windward Side

Windward Side offers an ideal blend of beach relaxation, stunning scenery, and outdoor adventures. Visitors can explore a variety of attractions, including historical museums, picturesque mountains, and local galleries. This charming area caters to travelers seeking cultural experiences and beautiful landscapes, ensuring a memorable vacation filled with exploration and enjoyment.

  • Saba Heritage Center: Explore the rich history and culture of Saba at the Saba Heritage Center. This museum offers fascinating exhibits that showcase the island's heritage, making it a perfect spot for those looking to understand local traditions and history.
  • Mt Scenery: Embark on an adventurous hike to Mt Scenery, located just 1.1km from Windward Side. This stunning mountain offers breathtaking views and a chance to immerse yourself in the island's lush nature, ideal for outdoor enthusiasts.
  • Jo Bean Glass Art Studio: Visit Jo Bean Glass Art Studio, where you can admire beautiful handcrafted glass pieces. The gallery reflects Saba's artistic culture and offers a unique opportunity to see artisans at work.

Best time to go to Windward Side

The best time to visit Windward Side is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. March is its coolest month on average. At this time, visitor numbers are high and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No RainMostly SunnyAverageAverage
February77.9°F (25.5°C)No RainMostly SunnyAverageSlightly High
March77.7°F (25.4°C)No RainMostly SunnyHighAverage
April78.8°F (26.0°C)No RainMostly SunnyHighAverage
May80.2°F (26.8°C)Light RainMostly CloudyHighSlightly Low
June81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
July82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnyAverageSlightly Low
October82.6°F (28.1°C)Light RainMostly CloudyLowSlightly Low
November81.3°F (27.4°C)Light RainMostly CloudyLowSlightly High
December79.7°F (26.5°C)Light RainMostly SunnyLowSlightly High

The nearest major airports for your trip to Windward Side

To reach Windward Side, you can fly into Saba's Juancho E. Yrausquin Airport (SAB), located 1.6km away. Nearby hotel options include The Cottage Club Hotel and Saba Arawak Hotel, both offering convenient access to the airport. Alternatively, you can fly into Oranjestad's F.D. Roosevelt Airport (EUX), situated 30.6km from Windward Side. Good hotel choices near this airport include Golden Rock Dive and Nature Resort, Quill Gardens Boutique Hotel, and Talk of the Town Inn & Suites, all providing various transportation services to the airport, including free shuttles and transfers. Enjoy your stay in this beautiful Caribbean destination.

Frequently asked questions

Where is the best place for a stay in Windward Side?
El Momo Cottages is ranked highly by Expedia customers. This guesthouse offers a restaurant and an outdoor pool. Another top choice for your stay based on reviews is Saba Arawak Hotel. See all available top hotels, or vacation rentals in Windward Side.
What are some of the best vacation rentals in Windward Side?
Home a way from home in the Unspoiled queen of the Caribbean.: Visitors give good reviews to this Windward Side vacation home rental, which is located in the city center and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden. See all vacation rentals in Windward Side.
If I need to cancel my hotel reservation in Windward Side, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.
Where can I learn more about changing or cancelling my trip to Windward Side?
For more information about rescheduling or cancelling your trip to Windward Side, go to https://www.expedia.com/service/.
What's the best pet-friendly place to stay in Windward Side?
El Momo Cottages is a top guesthouse for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.
What's the best hotel to stay near Dutch Museum of Saba?
Adjacent to Dutch Museum of Saba, Selera Dunia Boutique Hotel is one of the top choices for your stay based on our traveler data, and this 3-star B&B offers free breakfast and free parking. Other good options close by include El Momo Cottages and The Cottage Club Hotel.
What are some hotels with pools in Windward Side?
Saba Arawak Hotel: Features complimentary wired internet access, an outdoor pool, and free self parking. Flamboyant Cottage - Spectacular View & Pool and El Momo Cottages are a couple of other choices with an onsite pool. View all hotels with pools in Windward Side.
What's the best place to stay near Juancho E. Yrausquin Airport (SAB)?
El Momo Cottages is a popular guesthouse, featuring a restaurant and an outdoor pool. It's located a short 1.4 mi (2.2 km) from Juancho E. Yrausquin Airport. Other options close to the airport are Selera Dunia Boutique Hotel and Scout's Place Hotel.
What's it like to stay in Windward Side?
Visitors can enjoy all that Windward Side has to offer including the seaside and mountain views. This city also attracts tourists with its scenic landscape. In Windward Side, there are 9 hotels and other accommodations to choose from. Find out more about Windward Side.
What should I see while I'm in Windward Side?
Cultural venues include Dutch Museum of Saba, Saba Heritage Center, and Harry L Johnson Museum. A couple of additional sights to add to your agenda are Mt Scenery and Jo Bean Glass Art Studio. Check out what more to see and do in Expedia's Windward Side guide.
What's the seasonal weather like in Windward Side?
The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.

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